Transformations of methyl 2-(2,2-disubstituted-ethenyl)amino-3-dimethylaminopropenoates. The synthesis of methyl 1-heteroaryl-1H-imidazole-4-carboxylates
✍ Scribed by Lovro Selič; Branko Stanovnik
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 1998
- Tongue
- English
- Weight
- 182 KB
- Volume
- 35
- Category
- Article
- ISSN
- 0022-152X
No coin nor oath required. For personal study only.
✦ Synopsis
Abstract
Transformations of intermediates 4, prepared from methyl 2‐(2,2‐disubstituted‐ethenyl)amino‐3‐dimethylaminopropenoates 2 and sterically hindered heteroarylamines 3, into methyl 1‐heteroaryl‐1__H__‐imidazole‐4‐carboxylates 7 are described.
📜 SIMILAR VOLUMES
A simple and efficient synthesis of novel 2-heteroaryl-substituted 1H-indole-2-carboxylates and gcarbolines, compounds 1 -3, from methyl 2-(2-methoxy-2-oxoethyl)-1-methyl-1H-indole-3-carboxylate (4) by the enaminone methodology is presented.
## Abstract In the reaction of methyl (__E,Z__)‐2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐ethenyl)amino‐3‐dimethylaminopro‐penoate (1) with heteroarylhydrazines 2 in ethanol in the presence of catalytic amounts of hydrochloric acid two types of products were formed: methyl 2‐(2‐benzoyl‐2‐ethoxycarbonyl‐1‐eth